SSR180575 | CAS# 220448-02-2 | TSPO Ligand

MedKoo Cat#: 564998 | Name: SSR180575

Description:

WARNING: This product is for research use only, not for human or veterinary use.

SSR180575 is a ligand of translocator protein 18 kDa (TSPO).

Chemical Structure

SSR180575

CAS#220448-02-2

Theoretical Analysis

MedKoo Cat#: 564998

Name: SSR180575

CAS#: 220448-02-2

Chemical Formula: C21H19ClN4O2

Exact Mass: 394.1197

Molecular Weight: 394.86

Elemental Analysis: C, 63.88; H, 4.85; Cl, 8.98; N, 14.19; O, 8.10

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.

Bulk Inquiry

Related CAS #

No Data

Synonym

SSR-180575; SSR 180575; SSR180575

IUPAC/Chemical Name

7-Chloro-N,N-dimethyl-5-methyl-4-oxo-3-phenyl-3,5-dihydro-4H-pyridazino[4,5-b]indole-1-acetamide

InChi Key

HJSQVJOROCIILI-UHFFFAOYSA-N

InChi Code

InChI=1S/C21H19ClN4O2/c1-24(2)18(27)12-16-19-15-10-9-13(22)11-17(15)25(3)20(19)21(28)26(23-16)14-7-5-4-6-8-14/h4-11H,12H2,1-3H3

SMILES Code

O=C(N(C)C)CC1=NN(C2=CC=CC=C2)C(C(N3C)=C1C4=C3C=C(Cl)C=C4)=O

Appearance

Solid powder

Purity

>98% (or refer to the Certificate of Analysis)

Shipping Condition

Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition

Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility

Soluble in DMSO

Shelf Life

>3 years if stored properly

Drug Formulation

This drug may be formulated in DMSO

Stock Solution Storage

0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code

2934.99.9001

More Info

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 394.86 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

1: Damont A, Marguet F, Puech F, Dollé F. Synthesis and in vitro characterization of novel fluorinated derivatives of the TSPO 18 kDa ligand SSR180575. Eur J Med Chem. 2015 Aug 28;101:736-45. doi: 10.1016/j.ejmech.2015.07.033. Epub 2015 Jul 17. PubMed PMID: 26218651. 2: Cheung YY, Nickels ML, Tang D, Buck JR, Manning HC. Facile synthesis of SSR180575 and discovery of 7-chloro-N,N,5-trimethyl-4-oxo-3(6-[(18)F]fluoropyridin-2-yl)-3,5-dihydro-4H-pyri dazino[4,5-b]indole-1-acetamide, a potent pyridazinoindole ligand for PET imaging of TSPO in cancer. Bioorg Med Chem Lett. 2014 Sep 15;24(18):4466-4471. doi: 10.1016/j.bmcl.2014.07.091. Epub 2014 Aug 8. PubMed PMID: 25172419; PubMed Central PMCID: PMC4163096. 3: Chauveau F, Boutin H, Van Camp N, Thominiaux C, Hantraye P, Rivron L, Marguet F, Castel MN, Rooney T, Benavides J, Dollé F, Tavitian B. In vivo imaging of neuroinflammation in the rodent brain with [11C]SSR180575, a novel indoleacetamide radioligand of the translocator protein (18 kDa). Eur J Nucl Med Mol Imaging. 2011 Mar;38(3):509-14. doi: 10.1007/s00259-010-1628-5. Epub 2010 Oct 9. PubMed PMID: 20936410. 4: Leducq-Alet N, Vin V, Savi P, Bono F. TNF-alpha induced PMN apoptosis in whole human blood: protective effect of SSR180575, a potent and selective peripheral benzodiazepine ligand. Biochem Biophys Res Commun. 2010 Sep 3;399(4):475-9. doi: 10.1016/j.bbrc.2010.07.011. Epub 2010 Jul 17. PubMed PMID: 20621066. 5: Vin V, Leducq N, Bono F, Herbert JM. Binding characteristics of SSR180575, a potent and selective peripheral benzodiazepine ligand. Biochem Biophys Res Commun. 2003 Oct 24;310(3):785-90. PubMed PMID: 14550272. 6: Ferzaz B, Brault E, Bourliaud G, Robert JP, Poughon G, Claustre Y, Marguet F, Liere P, Schumacher M, Nowicki JP, Fournier J, Marabout B, Sevrin M, George P, Soubrie P, Benavides J, Scatton B. SSR180575 (7-chloro-N,N,5-trimethyl-4-oxo-3-phenyl-3,5-dihydro-4H-pyridazino[4,5-b]indole-1 -acetamide), a peripheral benzodiazepine receptor ligand, promotes neuronal survival and repair. J Pharmacol Exp Ther. 2002 Jun;301(3):1067-78. PubMed PMID: 12023539.